780-20-1

Basic information

• Product Name: 4-Bromo-N-benzylideneaniline
• Synonyms: 4-Bromo-N-(phenylmethylene)benzenamine;4-Bromo-N-benzylideneaniline;N-(4-Bromophenyl)benzenemethanimine;N-Benzylidene-4-bromoaniline;N-Benzylidene-p-bromoaniline;p-Bromo-N-benzylideneaniline
• CAS NO: 780-20-1
• Molecular Formula: C₁₃H₁₀BrN
• Molecular Weight: 260.1292
• Mol File: 780-20-1.mol
• Article Data: 118

Chemical Properties

• Boiling Point: 359 °C at 760 mmHg
• Flash Point: 170.9 °C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 5.06E-05mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 4-Bromo-N-benzylideneaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-N-benzylideneaniline(780-20-1)
• EPA Substance Registry System: 4-Bromo-N-benzylideneaniline(780-20-1)

Safety Data

• Hazardous Substances Data: 780-20-1(Hazardous Substances Data)

Usage

General Description

4-Bromo-N-benzylideneaniline, also known as 4-Bromo-N-(phenylmethylene)aniline, is a chemical compound with the molecular formula C13H10BrN and a molecular weight of 266.13 g/mol. It is a yellow to orange powder at room temperature and is commonly used as an intermediate in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. 4-Bromo-N-benzylideneaniline is known for its ability to form stable complexes with various metal ions, making it useful in coordination chemistry. It is also used in the manufacturing of dyes and pigments. However, 4-Bromo-N-benzylideneaniline is known to be a skin and eye irritant and may cause allergic reactions in some individuals, so proper handling and protective equipment are necessary when working with this chemical.

InChI:InChI=1/C13H10BrN/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-10H/b15-10+

Upstream product

• 110-86-1 pyridine 
• 64-17-5 ethanol 
• 15829-45-5 (E)-benzyliden-aniline; compound with bromine (1:2) 
• 100-52-7 benzaldehyde 
• 106-40-1 4-bromo-aniline 
• 110788-31-3 N-(p-bromophenyl)triphenylarsine imide 
• 586-78-7 para-nitrophenyl bromide 
• 100-51-6 benzyl alcohol 
• 2101-88-4 1-azido-4-bromobenzene 
• 93-58-3 benzoic acid methyl ester 
• 100-46-9 benzylamine 
• 1967-25-5 4-bromophenylurea 
• 94-41-7 benzalacetophenone 
• 100-42-5 styrene 

Downstream Products

• 149742-50-7 4-bromo-N-(4-nitrobenzylidene)aniline 
• 538-51-2 benzylidene phenylamine 
• 3489-08-5 (m-nitrobenzylidene)-p-bromoaniline 
• 861556-73-2 4-[1-(4-bromo-phenyl)-3,4-diphenyl-[1,3]diazetidin-2-yl]-phenol 
• 2879-83-6 N-benzyl-N-(4-bromophenyl)amine 
• 1689-73-2 N-(p-hydroxybenzylidene)aniline 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 23990-54-7 3-(4-bromo-phenyl)-1,1-dioxo-2-phenyl-1λ⁶-thiazolidin-4-one 
• 6017-81-8 N-Benzyliden-N-pikryl-4-brom-anilinium-chlorid 
• 10480-35-0 1-(4-bromophenyl)-4,5-dihydro-5-phenyl-1H-1,2,3-triazole 
• 154225-10-2 N-(4-phenyl-1-buten-4-yl)-4-bromobenzenamine 
• 1048636-56-1 cis-1-(4-bromophenyl)-2,3-diphenylaziridine 
• 128914-32-9 2-phenyl-3-(4-bromophenyl)-4-thiazolidinone 
• 1294009-44-1 1-(4-bromophenyl)-3-methyl-2-phenyl-3-pyrroline 

Relevant articles and documents

Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides

The commercially available and bench-stable Co(acac)2 ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h?1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds.

Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles

A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.

A highly stereoselective oxidation and an easy one pot elimination methodology for 3-allyl-3-phenylthio-β-lactams

A novel, facile, highly efficient and stereoselective protocol for the synthesis of cis-3-allyl-3-phenylsulfinyl-β-lactams and 3-allylidene-β-lactams from cis-3-allyl-3-phenylthio-β-lactams using Selectfluor both as an oxidizing agent and as an eliminating agent with temperature as a control parameter over the reaction outcome has been reported. The methodology is able to conquer the earlier reported shortcomings of long reaction time (24–90 hrs.) and lack of control over product ratio. The synthesized compounds will serve as important synthons for compounds of enhanced biological activity and potency.